Best 209 things to do in Siesta Key, FL

Customize your route with snorkeling, sightseeing, and island stops on a private boat

Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people

Customize a 3-hour beach picnic with setup and cleanup included

Reserve a beach suite setup for six, ready from 10am–4pm

Set up a 3-hour sunset beach picnic for two

Rent a street-legal 6-passenger golf cart with delivery included

Paddle a tandem kayak from the canals to Tampa Bay

Rent cornhole for easy, all-ages beach-day fun

Play Slammo at the beach with a 1–7 day rental

Rent a street-legal 8-passenger golf cart with delivery included

Rent a beach cruiser with delivery, helmet, and lock included

Ride a 13-mile historic railroad excursion in open-air or air-conditioned cars.

Visit the gift shop and model railroad display in Parrish

Take the controls of a locomotive for an hour

Fly solo, double, or triple on a parasail flight

Private 2-hour Naples party cruise with music and drinks onboard

Customize a private 4-hour cruise with your own captain and crew

Private 2-hour 21+ party cruise with music and drinks available onboard

Spend 3 hours cruising Sarasota Bay with a sandbar stop

Paddle Shell Key Preserve with owner-guides and time to explore the island

Paddle a clear kayak through Shell Key Preserve

Paddle Shell Key Preserve on a small-group guided kayak tour

Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour

Paddle Shell Key Preserve at sunset with a guided kayak tour